Careers

Build yards people are proud of. Get paid to do it properly.

Wynter Landscaping & Handyman is a Toronto-based company run by Damion Wynter. It is a hands-on operation — the owner is on site, the crew is small and vetted, and the work is judged by how it looks after the trailer pulls away.

Owner-led
On every job
GTA
Toronto & beyond
Year-round
Four-season work
Crew laying fresh sod and edging a garden bed
Applying jointing sand to a finished paver patio
Grading topsoil for a new front lawn
Clearing overgrown brush with a chainsaw
Who we're hiring

Experience on the tools counts more than anything else.

We are looking for people who already understand the fundamentals of landscaping and can be trusted on a customer's property from day one. Two specialties matter most to where this company is heading: sod installation, and patio and concrete work.

Resetting patio slabs on a hardscape job
Hardscape crews wanted
Top priority
Sod installation

Grading, base prep, laying rolls tight with staggered seams, edging clean against beds and walkways, and knowing how to set a new lawn up to actually root. If you have run sod jobs from strip-out to first watering, we want to talk.

Top priority
Patio & concrete work

Excavation, compacted granular base, screeding, laying pavers and slabs to line, cutting, jointing sand, plus forming, pouring and finishing flatwork. Hardscape experience moves an application straight to the top of the pile.

Required
Core landscaping skills

Comfortable with mowing and trimming, bed prep, mulch and soil delivery, planting, pruning, clean-ups, and safe handling of common equipment. You should be able to read a yard and understand what the finished result needs to look like.

An asset
Handyman & seasonal work

Pressure washing, gutter cleaning, small repairs, junk removal and winter snow clearing round out our calendar. Being useful across more than one trade means more hours and more responsibility.

Moving soil by wheelbarrow on a front-yard job
Planting hostas and ferns in a shaded garden bed
Watering a newly installed front lawn
Crew member in a freshly mulched garden bed
Life on the crew

What it's actually like working here.

Most days start early and end with a property that looks noticeably better than it did that morning. You will be trusted with real responsibility quickly, you will be shown how things are done properly, and you will be expected to hold that line whether or not the homeowner is watching. Damion built this business from the ground up, and the people who work here are treated like part of what he built — not like numbers on a schedule.

Small crew, no chain of command

You work beside the owner, not three layers below him. Decisions get made on site and problems get solved the same day.

The standard is the standard

We finish when the work is right. Nobody is asked to rush a base, hide a bad seam or leave a property messier than we found it.

Early starts, honest days

Crews roll out early and work through the productive part of the day. Punctuality and reliability matter more here than any résumé line.

Work across the seasons

Spring builds, summer maintenance, fall clean-ups and winter snow. People who stay useful year-round stay on the roster year-round.

How hiring works

Four straightforward steps. No guessing games.

01
Step 01
Send your application

First and last name, date of birth, résumé, cover letter and a short written answer. It takes a few minutes.

02
Step 02
We read every one

Damion personally reviews applications. Anything showing sod, patio or concrete experience gets flagged first.

03
Step 03
A real conversation

A phone call or a coffee — we talk about what you have actually built, not buzzwords.

04
Step 04
A day on site

You come out with the crew for a working trial so both sides know it's a fit before anything is signed.

Ready when you are

Send your application and let the work speak.

Attach a résumé and a cover letter in whatever format you have — any file type is accepted. Tell us about the jobs you have finished, not just the jobs you have been on.

Get in Touch

Let's design the yard you've been imagining.

Free quotes. Honest timelines. No pressure.

Call
(437) 328-5072
Answered Mon–Fri, 8 AM – 6 PM
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Text
(437) 328-5072
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Service Area
Toronto & the GTA
12+ cities — free on-site quotes
Business Hours
Mon
8:00 AM – 6:00 PM
Tue
8:00 AM – 6:00 PM
Wed
8:00 AM – 6:00 PM
Thu
8:00 AM – 6:00 PM
Fri
8:00 AM – 6:00 PM
Sat
By Appt.
Sun
By Appt.